Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | HCID 86650337 | HCID 86650337 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 44232353 | HCID 44232353 | 67.1% |
Reaction Steps
To a solution of 0.31 g of 4-(2,2-dicyano-5,5,5-trifluoropentyl)-1-ethynylcyclohexene in 3 mL of chloroform was added 0.23 g of m-chloroperbenzoic acid at 0° C., followed by stirring at room temperature for 5 hours. After the reaction mixture was cooled to 0° C., 5 mL of a 10% aqueous sodium sulfite solution was added thereto, followed by extraction twice with 30 mL of chloroform. The combined organic layer was washed sequentially with 30 mL of a 10% aqueous sodium sulfite solution, 30 mL of a saturated aqueous sodium hydrogen carbonate solution and 30 mL of a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.22 g of 4-(2,2-dicyano-5,5,5-trifluoropentyl)-1,2-epoxy-1-ethynylcyclohexane (hereinafter referred to as the present compound (4)) represented by the following formula:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08344163B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-096e1d5efdac4f68a2beebc0037e08d2 |
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| Source note | uspto-grants-2013_01 |
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